7 Best Places to Buy Short-Term Rentals in Kissimmee (2026)

According to Chalet Data, Kissimmee’s short-term rental market stands out for its high gross yields and a wide range of property entry points. The top seven zip codes deliver gross yields from 12.3% down to 6.6%, with median home values spanning $278,000 to $401,000. These returns cluster in areas close to the major theme parks and along the city’s western edge, where demand from vacationing families drives both occupancy and nightly rates.

Kissimmee’s home values dipped 6.2%, but average daily rates soared by 29% in the last year. Occupancy softened slightly, yet the city’s median occupancy of 52% still outpaces the US median. This keeps the market in the 78th percentile for gross yield nationwide. If you’re weighing where to deploy capital, the data shows clear pockets of resilience and opportunity.

The Best Kissimmee Zip Codes for Airbnb, Ranked by Yield

Data as of July 11, 2026. Each listing’s annual revenue is calculated from its own ADR × occupancy × 365 on trailing 12-month data and reported gross before expenses. The table shows the median listing’s revenue, alongside independently computed median ADR and occupancy, so multiplying the table’s ADR by occupancy will not reproduce the revenue figure.

Gross yield divides the median revenue by the median home value (Zillow ZHVI). See methodology for details. The active-operator revenue figure reflects only listings with sustained booking activity and is the best underwriting benchmark for buyers.

1. 34741: Downtown Kissimmee’s value-driven returns

Downtown Kissimmee’s 34741 zip code leads the city for gross yield at 12.3%. The entry price is the lowest on this list, with a median home value of $286,963, and the annual revenue for the median listing is $35,400. This is a market for value-driven guests. Proximity to historic downtown, local restaurants, and commuter access to Orlando keep demand steady throughout the year.

Occupancy peaks in July at 64%, with a low in May at 42%, revealing moderate seasonality. Winter still delivers 32% of annual revenue, and summer 24%. The median ADR sits at just $146, well below Kissimmee’s $260 average, but consistent bookings help offset the lower nightly rate. Occupancy slipped 9%, ADR rose 5%, and active listings dropped 23% in the past year, indicating signs of softening demand but less competition for committed hosts.

The active-operator revenue of $34,515 is nearly identical to the headline figure, and payback sits at 8.3 years, making this a practical entry point for buyers seeking a balanced risk profile. For a deeper look at property types and seasonality, the 34741 analytics page breaks down the numbers by bedroom count and calendar month.

Who this market is ideal for: Buyers seeking low entry prices and steady, year-round demand from leisure and business travelers.

2. 34747: Resort corridor with premium ADR

34747, covering the Four Corners and Celebration area, is the city’s largest and most lucrative short-term rental zone by volume. The median gross yield is 12.2%, with annual revenue for the median listing at $48,900 and a median home value of $401,449. This corridor sits closest to Disney and the major resorts, attracting families and groups who prioritize location and amenities.

The ADR here is $289, well above both city and US medians, and occupancy matches the city at 52%. Seasonality is pronounced, with July occupancy peaking at 70% (ADR $223) and a trough in September at 44%. Winter and spring each contribute over half the year’s revenue. The past year saw ADR jump 34% and listings fall 27%, signaling strong pricing power and less supply-side competition.

Active-operator revenue is $47,738, and payback is 8.4 years. The dominant property type is the 3-bedroom, but high-end 11-bedroom homes can clear $117,000 annually. For a granular breakdown of earning potential by property size, see the 34747 analytics dashboard.

Who this market is ideal for: Investors targeting high nightly rates, large-group stays, and proximity to Disney-area attractions.

3. 34746: High occupancy, spring-driven demand

Revenue performance in 34746 is shaped by pronounced seasonal surges, with occupancy climbing to 71% in March and dipping to 49% by September. This pattern reflects the area’s appeal to families timing vacations with school breaks and spring events, while the quieter fall months see less tourist influx.

The result is a steady winter and spring revenue mix, 29% and 27% of annual earnings, respectively, softening the impact of summer’s shorter peak and keeping cash flow more predictable than in highly volatile markets.

Gross yield here stands at 11.7%, placing 34746 in the 75th percentile among 501 US short-term rental markets and well above the national median of 9.0%. The active-operator annual revenue of $41,279 means buyers face an 8.8-year payback period at current median home values, a competitive horizon for this region.

That payback window is supported by a robust operator base of 4,377 full-time listings and a bedroom mix where four-bedroom homes dominate, offering scale for larger groups but also competition that makes strategic pricing and amenity upgrades essential for outperforming the median. For a full breakdown, visit the 34746 analytics page.

Who this market is ideal for: Buyers looking for high occupancy and strong spring/summer demand in established tourist corridors.

4. 34758: Budget-friendly suburban option

Spring travelers drive the strongest returns in 34758, with March occupancy reaching a high of 73% at an average daily rate of $211, while October’s occupancy drops to just 33%. This pronounced seasonal swing shapes a revenue calendar where spring and winter together deliver 59% of annual income, rewarding owners who can optimize pricing and marketing during these peak periods.

Compared to the US field, 34758’s 9.6% gross yield sits at the 56th percentile, and occupancy outpaces the national median by four points, though the local ADR of $196 trails the US median of $232, reflecting its appeal to value-focused guests.

Recent data shows a 14% jump in ADR and a 24% drop in listings, but demand has softened with occupancy falling 9% year-over-year, signaling that higher prices and reduced competition are being offset by fewer bookings. The market’s payback period now stretches to 10.8 years, so investors should plan for longer holds or look to operational improvements to boost returns.

Though 4-bedroom homes are most common, the top-earning units are 3-bedrooms, averaging $25,469 per year, which suggests that efficient layouts and moderate size can outperform larger properties in this budget-oriented market. For a full breakdown of seasonality and bedroom mix, see the 34758 analytics page.

Who this market is ideal for: Investors seeking affordable homes and steady demand from budget-conscious families.

5. 34759: Thin supply, low occupancy

34759 is the smallest market on this list, with just 86 active listings. The median gross yield is 7.8%, and annual revenue for the median listing is $21,700. Home values are the lowest in Kissimmee at $278,470, but ADR sits at $149, well below Kissimmee’s $260 average. Occupancy is the lowest of any zip code here, with a 0% median and a July peak of only 26%.

The neighborhood’s seasonality is muted, and the revenue mix is evenly spread across all four seasons. ADR rose 31% and listings dropped 11% in the past year, so the few active hosts may benefit from less competition, but buyers should be cautious about the thin demand. The most common property is a 1-bedroom, while the highest earner is a 3-bedroom at $20,350 per year.

With a payback period of 13.2 years, underwriting here requires conservative assumptions and a willingness to wait for occupancy to recover. For a closer look at supply and demand dynamics, review the 34759 analytics page.

Who this market is ideal for: Patient buyers seeking low entry prices and willing to bet on future occupancy growth.

6. 34743: High occupancy, modest returns

34743 stands out for its high occupancy rate of 59%, the highest among Kissimmee zip codes. Yet, gross yield is just 6.7%, and annual revenue for the median listing is $22,900. The median home value is $340,739, and ADR is $159. This area appeals to guests seeking affordable nightly rates and reliable booking availability, often attracting smaller groups and solo travelers.

March is the busiest month, with occupancy peaking at 75% (ADR $160), while October is the slowest at 46%. Spring and winter make up over half the year’s revenue. Over the last year, occupancy surged 12%, ADR climbed 26%, and listings dropped 28%, creating a supply squeeze that benefits active hosts.

Payback is the longest on this list at 15.3 years, so investors should focus on operational efficiency or value-add strategies. The most common property is a 1-bedroom, but 3-bedrooms are the top earners at $29,575 per year. The 34743 analytics page details the revenue mix and booking trends.

Who this market is ideal for: Buyers prioritizing consistent bookings and a stable guest base, even at lower nightly rates.

7. 34744: East Kissimmee’s mixed market

East Kissimmee’s 34744 presents a nuanced opportunity, with a median gross yield of 6.6% that places it in just the 23rd percentile among 501 US markets.

Demand patterns are shaped by both tourism and the NeoCity tech district’s business traffic, helping occupancy reach a strong 71% in March at a $138 ADR, while October sees the lowest occupancy at 41%. The spring and winter seasons each deliver 29% of annual revenue, indicating a dual peak that smooths out cash flow for owners across the year.

Recent momentum shows occupancy down 8% year-over-year, even as ADR climbed 9% and listing supply dropped 28%. This contraction in supply may support pricing, but the longer payback period of 15.7 years signals that underwriting here requires patience and a focus on operational efficiency.

The market’s most common property is the 1-bedroom, yet 4-bedrooms earn the highest annual revenue at $26,012, suggesting that larger homes may outperform if investor budgets allow. For a detailed view of guest segments and seasonality, consult the 34744 analytics dashboard.

Who this market is ideal for: Investors seeking a blend of leisure and business demand, with upside from future development.

How to read these rankings before you buy

Gross yield is a quick way to compare potential returns across zip codes, but it doesn’t capture expenses, taxes, or the impact of seasonality. The headline annual revenue figure averages all listings, while the active-operator benchmark filters for properties with sustained bookings, the best reference for buyers planning to operate full-time.

High occupancy can offset lower nightly rates, but buyers should always verify numbers at the property level, as individual performance can vary widely based on amenities, management, and guest reviews.

Use these rankings as a starting point, not a guarantee. Market averages help identify where demand is strongest, but due diligence on specific homes remains essential. Look beyond yield to consider property condition, HOA rules, and local trends before committing capital.

How to Act on This

Kissimmee’s short-term rental landscape is shaped by proximity to the parks, property type, and guest expectations for amenities. Buyers should weigh the tradeoff between high ADRs in resort corridors and lower entry prices in suburban zip codes. Seasonality is pronounced, so optimizing for peak months, especially spring and summer, can make a significant difference in returns.

Regulation is a moving target in Kissimmee. Investors should verify current rules with local authorities before making an offer, as permitting and licensing requirements can change. Florida’s statewide transient rental tax is 6%, but local rates may apply as well. HOA restrictions and community covenants are another layer to check, particularly in newer developments.

Partnering with a local agent who understands both the regulatory landscape and guest demand drivers is crucial. They can help you navigate zoning, identify the right property type, and underwrite for realistic occupancy and rate scenarios. Connect with a Kissimmee short-term rental agent to get tailored guidance and move quickly on the best opportunities.